Writing

Often art can expose issues more clearly than other mediums. A show opened at The Shed this week called Manual Override . It is about the increasing power of technology in our lives and our inability to control it. There [...]  Read more

This is a week full of philanthropy for The Gotham Gal and me. We are attending two fundraisers for organizations we support and throwing one for an organization we started. I woke up thinking about giving back and how important [...]  Read more

I was talking to a friend today about company values and how important they are but also how lame so many of them are. I told him that some of my favorite company values come from our former portfolio company [...]  Read more

We had eight glorious years with Dori, our beloved Goldendoodle. Just seeing her in the street put a smile on people’s face. She was alway up for a pet from random strangers and could be trusted with the youngest of [...]  Read more

It is a common idea that we should learn from our mistakes. In practice though I see many people making the same mistakes repeatedly. I myself have found that it often takes me making the same mistake at least twice [...]  Read more

I got a new Pixel 4XL phone a week ago and it took me most of the week (it was a busy one) to migrate over to it. I wrote a bit about how I’m careful about the migration last [...]  Read more

It is planning season when management teams work to develop the roadmap for the coming year. The truth is that it is hard to do more than two or three big things at a time, no matter how large you [...]  Read more

This spring, Mike Bloomberg gave the commencement speech at my alma mater MIT. He talks about moonshots, engineers, and the looming climate crisis. It is a great talk and one that shows what kind of leader I personally would like [...]  Read more

The discussion around taxing wealth, and in particular billionaires, has been illuminating. Not in the sense of learning something new but rather seeing who is willing to make or defend bad takes instead of engaging in any level of critical [...]  Read more